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Apartments for Rent in Virginia Heights, Winter Park, FL

Average rent

$2,365
decreased by38%

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Social life
Wellness
Eco-living

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1221 Richmond Rd - Photo 1 of 1
New construction

5d+ ago

Virginia Heights house for rent in Winter Park

House (Detached) - Winter Park, FL

1221 Richmond Rd, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

5 beds

5.5 baths

$19,000

House for rent

747 Maryland Ave - Photo 1 of 1

2h ago

House for rent in Winter Park

3 beds

2 baths

$2,500

House for rent

Description

Welcome to this charming 3-bedroom, 2-bathroom house located in the heart of Winter Park. This lovely home features a spacious back yard and patio perfect for enjoying the outdoors. The kitchen and bathrooms have been remodeled. It is a convenient 4 minute walk to Rollins College, and a 10 minute walk to local shops and restaurants on Park Avenue. Currently tenant occupied. Home will be move-in ready by 06/10/2026. Call to schedule a tour. Rental Criteria: - 650 credit score for at least one adult per household - Household income 3x rent amount - No past due amounts owed

520 Holt Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

College Quarters - 520 Holt Ave

520 Holt Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Outdoor space

1 bed

1 bath

$1,950

Apartment for rent

Available Jun 1

Description

Property Id: 578482 One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes sewer, water, and garbage.

782 S Pennsylvania Ave #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

782 S Pennsylvania Ave #1, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$5,490

Condo for rent

Description

Property Status: Active Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the vibrant Winter Park area has to accord. Don't miss the opportunity to make this your new home! Office Phone: (844) 239-2663 Copyright © 2026 Stellar MLS. All r

653 Symonds Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

653 Symonds Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Balcony

3 beds

2.5 baths

$3,200

House for rent

Description

Property Status: Pending Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and the Farmers’ Market. Enjoy classic Florida curb appeal with a welcoming front porch and balcony, plus a functional layout perfect for everyday living and e

540 W Comstock Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

540 W Comstock Ave, Winter Park, FL 32789

Ceiling fan

3 beds

1 bath

$2,900

House for rent

Description

Property Status: Active Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior designed for today’s renter, delivering comfort, functionality, and style in a true turnkey living experience. Ideally located just minutes from Park Avenue,

Find rentals with popular amenities

Garage Parking

Dishwasher

Walk-In Closets

In-Unit Laundry

2900 N Mills Ave - Photo 1 of 1

5d+ ago

Orwin Manor house for rent in Orlando

Single Family Residence - ORLANDO, FL

2900 N Mills Ave, Orlando, FL 32803

In-unit laundry | Garage parking | Walk-in closets

5 beds

3 baths

$3,040

House for rent

Description

Property Status: Pending Rare opportunity to rent a spacious 5-bedroom, 3-bath home in Orlando’s vibrant Mills 50 District. This two-story home offers plenty of space and character, featuring a decorative fireplace, formal living room, 2-car garage, screened porch, and a fully fenced yard. Lawn care is included, making maintenance easy. The home is available immediately. Pets will be considered on a case-by-case basis with a pet fee and monthly pet rent. Residents enjoy an unbeatable location directly across from Lake Estelle, with easy access to some of Orlando’s favori

362 S Pennsylvania Ave - Photo 1 of 1

25m ago

Apartment for rent in Winter Park

362 S Pennsylvania Ave, Winter Park, FL 32789

Air conditioning | On-site laundry | Balcony

2 beds

2 baths

$2,050

Apartment for rent

Description

Available immediately Located at 362 S Pennsylvania Ave (3rd floor) in the highly desirable Hannibal Square area of Winter Park, this spacious 2-bedroom, 2-bathroom apartment puts you right in one of the most walkable and vibrant neighborhoods in Central Florida. Steps away from the restaurants, cafés, and boutique shops around Hannibal Square, and only a short walk to Park Avenue, the Winter Park Farmers Market, the SunRail station, parks, and local cultural spots. The neighborhood is known for its historic charm, art scene, and great dining options. Apartment details

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853 W Lyman Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Cozy Cottage in Historic Hannibal Square - close to Rollins and convenient commute to I-4

853 W Lyman Ave, Winter Park, FL 32789

In-unit laundry | Furnished | On-site laundry

3 beds

1 bath

$3,300

House for rent

Available Jun 1

Description

Property Id: 1403118 Our home is convenient for your extended friends and family, remote workers, traveling nurses, Rollins College parents and alum, snowbirds, conference attendees, or exploring travelers who prefer to stay in our home away from home. Three bedrooms (one queen and two double beds) accommodate three couples, Living room has large sectional and flat screen TV (bring your own entertainment app logins, device or fire stick for WIFI only streaming). Kitchen complete with dishes, flatware, glasses, pots and pans for cooking meals at home. Washer/dryer, iron,

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$10,500

Apartment for rent

Available May 1

Description

Coming soon, Enjoy Winter Park's most desirable location! One block from Park Avenue/Central Park. Spacious, bright and all on the second floor with private elevator access and secured underground parking. Luxury living all on ONE floor! This beautiful home offers a short walk to everything Winter Park has to offer. Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area are a perfect spot to entertain guests. Interior features include fireplaces in living room, 2 South West fa

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1565 Michigan Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Fairview Shores

Half Duplex - WINTER PARK, FL

1565 Michigan Ave, Fairview Shores, FL 32789

In-unit laundry | Ceiling fan | Storage

2 beds

1 bath

$1,500

Apartment for rent

Description

Property Status: Active Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College. Office Phone: (407) 406-5300 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be indep

151 N Orlando Ave #203 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

151 N Orlando Ave #203, Winter Park, FL 32789

In-unit laundry | Furnished | On-site laundry

2 beds

1 bath

$2,200

Condo for rent

Description

Property Status: Active FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adir

438 Lakeview Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2 beds

1 bath

$3,400

$3,200

Price drop

House for rent

Description

Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have

1555 Michigan Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Fairview Shores

Half Duplex - WINTER PARK, FL

1555 Michigan Ave, Fairview Shores, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

1 bed

1 bath

$1,450

Apartment for rent

Description

Property Status: Active Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of restaurants and shopping. Office Phone: (407) 406-5300 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is de

1313 Buckingham Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

1313 Buckingham Rd, Winter Park, FL 32789

In-unit laundry | On-site management | Outdoor space

4 beds

2 baths

$3,750

Apartment for rent

Available Jun 1

Description

**Move-in ready starting June 1st!! | Schedule your tour today! ** Welcome to your new home! This charming 4 bed, 2 bath home in beautiful Winter Park is waiting for you to make it yours. The beautiful hardwood floors throughout the house give it a cozy and inviting feel. Enjoy the sunshine in the sunroom, or step outside and relax in the spacious yard with a fence. You'll love the convenience of the great location - just minutes away from shops, restaurants, Rollins College, and more! Whether you're a Rollins student looking for the perfect home away from home or just lo

3867 Ethan Ln - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Townhouse - ORLANDO, FL

3867 Ethan Ln, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$3,850

House for rent

Description

Property Status: Active Stylish, move-in ready townhome in the heart of Baldwin Park! This well-appointed two-story home offers three bedrooms, two and a half baths, and 1,632 SF of thoughtfully designed living space. The remodeled kitchen is a true showstopper — featuring modern finishes and sleek black stainless steel appliances, it opens seamlessly to a generous living room with warm hardwood floors throughout. Upstairs, the spacious primary suite includes an en suite bath with double sink vanity and a walk-in closet, while two additional guest bedrooms share a well-app

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These rentals are 10%-30% cheaper than the local average price for similar rentals.

151 N Orlando Ave #118 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #118, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,500

Condo for rent

Description

Property Status: Active Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix, Trader Joe's, Regal Movie Theater, and a variety of restaurants and bars. Join this vibrant community and make this beautiful condo your new investment property

300 Killarney Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

300 Killarney Dr, Winter Park, FL 32789

In-unit laundry | Garage parking | Fitness center

4 beds

3 baths

$7,900

House for rent

Description

Property Status: Active Exceptional Lakefront Living in the Heart of Winter Park Welcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle. Property Highlights: Situated on an oversized lot with coveted Lake Killarney frontage and a private boathouse, this elegant two-story home showcases engineered wood flooring throughout and an open-concept design flooded with natural light. Soa

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Azul Baldwin Park - Photo 1 of 1
Rent special

20h ago

10

Excellent

Our team has verified this company

Verified

Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–3 baths

$3,047–$3,670

Apartment for rent

Call

1695 Lee Rd ##C206 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Dishwasher

2 beds

1 bath

$1,595

Condo for rent

Description

Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community. This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in. PROPERTY HIGHLIGHTS: 2 Bedrooms / 1 Full Bathroom - Second-floor unit (added privacy) - 881 sq ft of living space - Open floor plan with high ceilings - Walk-in closet(s) COMFORT & FEATURES: Central Air Conditioning & Heating - Ceiling fans throughout - Bright and open

The Roberson - Photo 1 of 1

1d ago

7.7

Very good

The Roberson

615 Lakeview St, Orlando, FL 32804

Studio

1 bath

$1,275

Price drop

Apartment for rent

Description

Welcome to College Park Villas – where the charm of mid-century modern design meets contemporary living in the heart of one of Orlando’s most desirable neighborhoods. Now professionally managed by Atrium Management, this studio apartment is a must see!!!! - Prime Location: Nestled just outside downtown Orlando, College Park is a gem with palm tree-lined streets, a sense of community, and an array of local businesses. - Lifestyle Amenities: The area boasts family-friendly parks, accessible public transit, and walkable streets leading to grocery stores and restaurants. - Cu

1695 Lee Rd #E107 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1695 Lee Rd #E107, Winter Park, FL 32789

In-unit laundry | Air conditioning | Balcony

1 bed

1 bath

$1,300

Apartment for rent

Available May 1

Description

Amazing Downstairs - 1 bedroom, 1 bathroom apartment in Winter Park. Amenities included: private patio, central air, central heat, dishwasher, pool, stainless steel appliance, updated kitchen, updated bathroom, and washer dryer. Utilities included: cable and internet. Is not pet friendly. Date Available: NOW!. $1,300.00/month rent. $1,300.00 security deposit required. Please submit the form on this page or contact Sabrina Crook at 321-251-0807 to learn more. This property is managed by a responsible landlord using Avail Landlord software.

504 Saint Dunstan Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

504 Saint Dunstan Way, Winter Park, FL 32792

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$3,025

House for rent

Available Jun 17

Description

EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple!

2029 Taylor Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2029 Taylor Ave, Winter Park, FL 32792

In-unit laundry | On-site laundry | Swimming pool

4 beds

3 baths

$2,525

House for rent

Available Mar 7

Description

Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple! This 4-bedroom, 3-bathroom rental home in Winter Park, FL, has a lot to offer; does it check all your boxes? The kitchen's stainless-steel appliances add to the home's appeal. W/D hookups will accommodate your own washer & dryer. See the pictures to learn more. And apply soon – homes can go fas

662 Callahan St - Photo 1 of 1

9h ago

Our team has verified this company

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662 Callahan St, Winter Park, FL 32789

In-unit laundry | Furnished | Air conditioning

2 beds

1 bath

$2,736

Apartment for rent

Description

The advertised rate of $2,736/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 25, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Soak up the Florida sun and explore the Orlando area with ease from this 2-bedroom, 1-bathroom vacation rental in Winter Park. This charming ap

Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Virginia Heights Apartments For Rent
Updated: May 13, 2026

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Learn more about renting in Virginia Heights, Winter Park, FL

What is the average apartment size in Virginia Heights, Winter Park, FL?

Virginia Heights apartments average around 1,705 sqft across all unit types. One-bedroom units typically offer around 823 sqft of living space, while three-bedroom apartments provide around 1,957 sqft.

What type of apartment is most common in Virginia Heights, Winter Park, FL?

Virginia Heights in Winter Park, FL sees about 1 three-bedroom listing available per month. Three-bedroom apartments represent the only consistent rental option in this neighborhood based on current availability patterns.

What type of apartment is least common in Virginia Heights, Winter Park, FL?

One-bedroom, two-bedroom, and studio apartments have averaged about 0 listings per month in Virginia Heights. The rental market in this Winter Park neighborhood focuses primarily on larger three-bedroom units.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Virginia Heights, Winter Park, FL near you?

🔑Available apartment rentals25
💰Best rent deal520 Holt Ave
Popular amenities, ,
🍽With dishwasher
🏠With photos